Synthesis of cycloalkynes via photochemical decarboxylation of ω-phthalimidoalkynoates

Yoo, Dong Jin, Kim, Eun Young, Oelgemöller, Michael, and Shim, Sang Chul (2004) Synthesis of cycloalkynes via photochemical decarboxylation of ω-phthalimidoalkynoates. Photochemical & Photobiological Sciences, 3 (3). pp. 311-316.

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The photodecarboxylation reactions of -phthalimidoalkynoates have been studied and the influence of the geometrically restricted acetylene linker on the photocyclization efficiency investigated. Less flexible starting materials give solely CO2H/H-exchange products in good yields. In contrast, derivatives with appropriate chain lengths give the corresponding macrocycles in fair to moderate isolated yields. Furthermore, photodecarboxylative addition of alkynoates to N-methylphthalimide gives hydroxyphthalimidines in acceptable yields.

Item ID: 10186
Item Type: Article (Research - C1)
ISSN: 1474-905X
Date Deposited: 13 Apr 2010 03:37
FoR Codes: 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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